EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 11.4, Problem 14P

(a)

Interpretation Introduction

Interpretation:

The aryl or Vinyl halide that can be used to synthesize the compound given below has to be identified.

EBK ORGANIC CHEMISTRY, Chapter 11.4, Problem 14P , additional homework tip  1

Concept introduction:

  • A vinyl halide is clearly a species with a formula CH2=C(X)H, in which a halide is directly bound to an olefin bond.

Example:  Ethylene, CH2=CH2, Vinyl chloride(CH2=CHCl).

  • An aryl halide has general formula C6H5X, in which an halide group X has substituted the aryl ring.
  • The simple example of an halide group X has substituted the aryl ring .

Example:  Chlorobenzene C6H5Cl

(b)

Interpretation Introduction

Interpretation:

The aryl or Vinyl halide that can be used to synthesize the compound given below has to be identified.

EBK ORGANIC CHEMISTRY, Chapter 11.4, Problem 14P , additional homework tip  2

Concept introduction:

A vinyl halide is clearly a species with a formula CH2=C(X)H, in which a halide is directly bound to an olefin bond.

Example:  Ethylene, CH2=CH2, Vinyl chlorideCH2=CHCl.

An aryl halide has general formula C6H5X, in which a halide group X has substituted the aryl ring.

The simple example of an halide group X has substituted the aryl ring.

Example:  Chlorobenzene C6H5Cl

(c)

Interpretation Introduction

Interpretation:

The aryl or Vinyl halide that can be used to synthesize the compound given below has to be identified.

EBK ORGANIC CHEMISTRY, Chapter 11.4, Problem 14P , additional homework tip  3

Concept introduction:

A vinyl halide is clearly a species with a formula CH2=C(X)H, in which a halide is directly bound to an olefin bond.

Example :  Ethylene, CH2=CH2, Vinyl chloride CH2=CHCl.

An aryl halide has general formula C6H5X, in which an halide group X has substituted the aryl ring .

The simple example of an halide group X has substituted the aryl ring .

Example :  Chlorobenzene C6H5Cl

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Provide the major product(s) from the following reaction.
Diphenylacetylene can be synthesized by the double dehydrohalogenation of 1,2-dibromo-1,2-diphenylethene. The sequence starting from (E)-1,2-diphenylethene consists of bromination to give the dibromide, followed by dehydrohalogenation to give a vinylic bromide, then a second dehydrohalogenation to give diphenylacetylene.(a) What is the structure, including stereochemistry, of the vinylic bromide?(b) If the sequence starts with (Z)-1,2-dibromo-1,2-diphenylethene, what is (are) the structure(s) of the intermediate dibromide(s)? What is the structure of the vinylic bromide?
If phenoxide ion is allowed to react with 1-bromopentane, pentyl phenyl ether is obtained. However, if cyclohexane is used as the alkyl halide, the major products are phenol and cyclohexene. Explain how these products were formed.

Chapter 11 Solutions

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